EP0003870B1 - Aqueous polymer resin emulsions and water-based paints and coatings containing such emulsions - Google Patents
Aqueous polymer resin emulsions and water-based paints and coatings containing such emulsions Download PDFInfo
- Publication number
- EP0003870B1 EP0003870B1 EP79300136A EP79300136A EP0003870B1 EP 0003870 B1 EP0003870 B1 EP 0003870B1 EP 79300136 A EP79300136 A EP 79300136A EP 79300136 A EP79300136 A EP 79300136A EP 0003870 B1 EP0003870 B1 EP 0003870B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- polymer resin
- water
- aqueous polymer
- emulsions
- urea
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D131/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid, or of a haloformic acid; Coating compositions based on derivatives of such polymers
- C09D131/02—Homopolymers or copolymers of esters of monocarboxylic acids
- C09D131/04—Homopolymers or copolymers of vinyl acetate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/21—Urea; Derivatives thereof, e.g. biuret
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/02—Emulsion paints including aerosols
- C09D5/024—Emulsion paints including aerosols characterised by the additives
Definitions
- This invention relates to aqueous polymer resin emulsions for use in water-based paints and coatings and more particularly is concerned with such aqueous polymer resin emulsions which incorporate additives to impart improved wet-adhesion properties to the water-based paints and coatings based thereon.
- wet adhesion properties of water-based paints and coatings based on aqueous polymer resin emulsions can be improved by incorporating into the polymer resin emulsions additives such as allyl carbamate, N-carbamyl maleamic acid, 3 buteneamide, N-carboallyl urea, N-carboallyloxy ethylene urea and N-(allyloxyacetyl) ethylene urea.
- additives such as allyl carbamate, N-carbamyl maleamic acid, 3 buteneamide, N-carboallyl urea, N-carboallyloxy ethylene urea and N-(allyloxyacetyl) ethylene urea.
- allyl urea and/or methallyl urea are particularly suitable additives in so far as they are readily commercially available, relatively inexpensive and surprisingly effective.
- an aqueous polymer resin emulsion for use in water-based paints and coatings characterized in that it comprises polymer resin formed by the polymerization of a mixture which incorporates allyl urea and/or methallyl urea.
- said mixture incorporates a monomer selected from the group consisting of vinyl esters; acrylate and methacrylate esters; vinyl acetate in admixture with at least one polymerizable monomer from the group consisting of ethylene, vinyl chloride, alkyl esters of acrylic acid, alkyl esters of methacrylic acid, and maleic acid; vinyl acetate and butyl acrylate and mixtures thereof.
- a monomer selected from the group consisting of vinyl esters; acrylate and methacrylate esters; vinyl acetate in admixture with at least one polymerizable monomer from the group consisting of ethylene, vinyl chloride, alkyl esters of acrylic acid, alkyl esters of methacrylic acid, and maleic acid; vinyl acetate and butyl acrylate and mixtures thereof.
- the present invention also provides a water-based paint or coating comprising an aqueous polymer resin emulsion according to the invention.
- test mixture was prepared as follows:
- the polymerization temperature was maintained at 65°C using an activator solution consisting of:
- the vinyl acetate free monomer content was kept between 3 and 5% throughout the polymerization with a jacket temperature between 53 and 65°C. At the end of the delays, and when the vinyl acetate-free monomer content was below 0.5%, the emulsion was cooled. The final pH was 5.1 and the solids content was 55.6%. The emulsion was then worked up into a standard semi-gloss water-based paint formulation.
- the composition to be tested is applied over a dry glossy alkyd- painted plane board surface and dried.
- a one-inch section of the surface is scored by cross-hatching with parallel cuts vertical and horizontal 1/10-1/8 inch apart.
- An adhesive tape is applied to the dry scored surface and the relative amounts of the surface film peeled off by the adhesive observed.
- the board is again similarly scored and then floated face down on a water bath to wet the scored surface and the adhesive tape procedure repeated, again observing the amount of painted surface removed.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Dispersion Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Paints Or Removers (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Adhesives Or Adhesive Processes (AREA)
Description
- This invention relates to aqueous polymer resin emulsions for use in water-based paints and coatings and more particularly is concerned with such aqueous polymer resin emulsions which incorporate additives to impart improved wet-adhesion properties to the water-based paints and coatings based thereon.
- It is well known that the wet adhesion properties of water-based paints and coatings based on aqueous polymer resin emulsions can be improved by incorporating into the polymer resin emulsions additives such as allyl carbamate, N-carbamyl maleamic acid, 3 buteneamide, N-carboallyl urea, N-carboallyloxy ethylene urea and N-(allyloxyacetyl) ethylene urea.
- We have now discovered that allyl urea and/or methallyl urea are particularly suitable additives in so far as they are readily commercially available, relatively inexpensive and surprisingly effective.
- According to the present invention there is provided an aqueous polymer resin emulsion for use in water-based paints and coatings, characterized in that it comprises polymer resin formed by the polymerization of a mixture which incorporates allyl urea and/or methallyl urea.
- Preferably, said mixture incorporates a monomer selected from the group consisting of vinyl esters; acrylate and methacrylate esters; vinyl acetate in admixture with at least one polymerizable monomer from the group consisting of ethylene, vinyl chloride, alkyl esters of acrylic acid, alkyl esters of methacrylic acid, and maleic acid; vinyl acetate and butyl acrylate and mixtures thereof.
- The present invention also provides a water-based paint or coating comprising an aqueous polymer resin emulsion according to the invention.
- In order to determine the effectiveness of allyl urea in improving wet adhesion properties various tests were carried out. The results of these tests were then compared with similar tests using known additives in place of the allyl urea.
- Each test mixture was prepared as follows:
- Firstly a seed emulsion was prepared by mixing in a reaction vessel:
- The reactants were agitated at 200 RPM and heated to 65°C while purging with nitrogen. Simultaneously, the following mixtures were delayed to the seed emulsion over a 2 hour period:
- The polymerization temperature was maintained at 65°C using an activator solution consisting of:
- The vinyl acetate free monomer content was kept between 3 and 5% throughout the polymerization with a jacket temperature between 53 and 65°C. At the end of the delays, and when the vinyl acetate-free monomer content was below 0.5%, the emulsion was cooled. The final pH was 5.1 and the solids content was 55.6%. The emulsion was then worked up into a standard semi-gloss water-based paint formulation.
- Each water-based paint was then subjected to:
- 1. The cut film test; and
- 2. The floating board test.
- Details of the cut film test for testing wet adhesion to a surface of semi-gloss paint are set out in United States Federal Specification TT-P-001511, paragraph 4.3.9 (GSA-FSS). In this test a panel is painted with an alkyd enamel of specified composition and permitted to dry under specified conditions. The test paint is then applied over the alkyd surface and dried. A cut is then made longitudinally through the center of the test film and the panel scrubbed under water at a specified rate of brush travel. To pass this part of the test, there must be no loss of adhesion between the test paint and the alk; undercoat and no wearing through to the undercoat in fewer than 5,000 cycles. A second cut is then made perpendicular to the first on the test film and the board is subject to an additional 1000 cycles of under water brushing. To pass this part of the test there must be no loss of adhesion between the test paint and the alkyd undercoat.
- In the "floating board" test, the composition to be tested is applied over a dry glossy alkyd- painted plane board surface and dried. A one-inch section of the surface is scored by cross-hatching with parallel cuts vertical and horizontal 1/10-1/8 inch apart. An adhesive tape is applied to the dry scored surface and the relative amounts of the surface film peeled off by the adhesive observed. The board is again similarly scored and then floated face down on a water bath to wet the scored surface and the adhesive tape procedure repeated, again observing the amount of painted surface removed.
- Details of the tests are shown in Tables 1 and 2.
- Similar tests indicated that methallyl urea was about as efficient as allyl urea.
- FLEXBOND 325: A copolymer emulsion prepared from 86 parts vinyl acetate and 14 parts butyl acrylate stabilized with hydroxyethyl cellulose.
- Igepal CO 887: Nonyl phenoxypoly (ethyleneoxy) ethanol comprising 86% ethylene oxide.
- Igepal CO 630: Nonyl phenoxypoly (ethyleneoxy) ethanol comprising 65% ethylene oxide.
- Pluronic F 68)
- Pluronic L 64): Non-ionic block polymers comprising polyalkylene derivatives of propylene glycol terminating in hydroxyl.
- Discolite: Sodium formaldehyde sulfoxylate.
Claims (3)
1. An aqueous polymer resin emulsion for use in water-based paints and coatings characterized in that it comprises polymer resin formed by the polymerization of a mixture which incorporates <II/yl urea and/or methallyl urea.
2. An aqueous polymer resin emulsion according to Claim 1, characterized in that said mixture incorporates a monomer selected from the group consisting of vinyl esters; acrylate and methacrylate esters; vinyl acetate in admixture with at least one polymerizable monomer from the group consisting of ethylene, vinyl chloride, alkyl esters of acrylic acid, alkyl esters of methacrylic acid, and maleic acid; vinyl acetate and butyl acrylate and mixtures thereof.
3. A water-based paint or coating characterized in that it comprises an aqueous polymer resin emulsion according to Claim 1 or 2.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/873,813 US4151142A (en) | 1976-07-29 | 1978-01-31 | Wet adhesion emulsions of polymer resins systems employed in water-based paint and coating compositions comprising as a component thereof monomer containing an ethylenic double bond and a ureido group polymerized therein |
| US873813 | 1978-01-31 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP0003870A1 EP0003870A1 (en) | 1979-09-05 |
| EP0003870B1 true EP0003870B1 (en) | 1981-10-14 |
| EP0003870B2 EP0003870B2 (en) | 1987-04-22 |
Family
ID=25362382
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP79300136A Expired EP0003870B2 (en) | 1978-01-31 | 1979-01-29 | Aqueous polymer resin emulsions and water-based paints and coatings containing such emulsions |
Country Status (12)
| Country | Link |
|---|---|
| EP (1) | EP0003870B2 (en) |
| JP (1) | JPS54105134A (en) |
| AU (1) | AU4251878A (en) |
| BR (1) | BR7900606A (en) |
| CA (1) | CA1121077A (en) |
| DE (1) | DE2960955D1 (en) |
| DK (1) | DK38679A (en) |
| FI (1) | FI790282A (en) |
| IL (1) | IL56555A (en) |
| MX (1) | MX150991A (en) |
| NO (1) | NO790294L (en) |
| ZA (1) | ZA79392B (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61120869A (en) * | 1984-11-16 | 1986-06-07 | Nippon Paint Co Ltd | Emulsion paint composition |
| US5039759A (en) * | 1985-08-01 | 1991-08-13 | Technology Corporation United Carbide Chemicals And Plastics | Water borne high solids coating compositions |
| JP2523096B2 (en) * | 1987-02-09 | 1996-08-07 | 東芝ケミカル株式会社 | Resin composition |
| DE3817469A1 (en) * | 1988-05-21 | 1989-11-30 | Hoechst Ag | DISPERSION POLYMERISES CONTAINING UREA GROUPS BASED ON ETHYLENICALLY UNSATURATED MONOMERERS, PROCESS FOR THEIR PREPARATION AND THEIR USE |
| DE4334178A1 (en) * | 1993-10-07 | 1995-04-13 | Basf Ag | Aqueous polymer preparations |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3736166A (en) * | 1971-04-07 | 1973-05-29 | Arkwright Interlaken Inc | Heat reactive transparent copy sheet |
| US3936560A (en) * | 1974-02-22 | 1976-02-03 | The Orchard Corporation Of America | Self-sealable corrosion protectable packaging material and method of making |
-
1978
- 1978-10-23 JP JP13035378A patent/JPS54105134A/en active Granted
- 1978-11-09 MX MX175536A patent/MX150991A/en unknown
- 1978-12-14 AU AU42518/78A patent/AU4251878A/en active Pending
-
1979
- 1979-01-29 DE DE7979300136T patent/DE2960955D1/en not_active Expired
- 1979-01-29 EP EP79300136A patent/EP0003870B2/en not_active Expired
- 1979-01-29 FI FI790282A patent/FI790282A/en not_active Application Discontinuation
- 1979-01-30 DK DK38679A patent/DK38679A/en unknown
- 1979-01-30 NO NO790294A patent/NO790294L/en unknown
- 1979-01-30 ZA ZA79392A patent/ZA79392B/en unknown
- 1979-01-31 CA CA000320595A patent/CA1121077A/en not_active Expired
- 1979-01-31 BR BR7900606A patent/BR7900606A/en unknown
- 1979-01-31 IL IL56555A patent/IL56555A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE2960955D1 (en) | 1981-12-24 |
| EP0003870A1 (en) | 1979-09-05 |
| MX150991A (en) | 1984-09-06 |
| NO790294L (en) | 1979-08-01 |
| AU4251878A (en) | 1979-08-09 |
| BR7900606A (en) | 1979-08-28 |
| JPS54105134A (en) | 1979-08-17 |
| DK38679A (en) | 1979-08-01 |
| FI790282A (en) | 1979-08-01 |
| ZA79392B (en) | 1980-02-27 |
| JPS6214590B2 (en) | 1987-04-02 |
| IL56555A (en) | 1982-09-30 |
| IL56555A0 (en) | 1979-03-12 |
| EP0003870B2 (en) | 1987-04-22 |
| CA1121077A (en) | 1982-03-30 |
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